BASE OR COPPER PROMOTED ANNULATION REACTIONS OF ALPHA-AMINOHYDRAZONES

Citation
A. Arcadi et al., BASE OR COPPER PROMOTED ANNULATION REACTIONS OF ALPHA-AMINOHYDRAZONES, Tetrahedron letters, 38(13), 1997, pp. 2329-2332
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
38
Issue
13
Year of publication
1997
Pages
2329 - 2332
Database
ISI
SICI code
0040-4039(1997)38:13<2329:BOCPAR>2.0.ZU;2-T
Abstract
The title compounds, obtained by 1,4-addition of sarcosine or glycine ethyl ester on conjugated azoalkenes, gave the 1-ureido-4-amino-3-meth yl-1H-pyrazol-5(2H)-ones through a base promoted heterocyclization pro cess, while in the presence of copper (I) species the 1-ureido-5-methy l-4-imidazolines and the 4-methoxycarbonyl 5-methyi-1-ureidoimidazole were obtained. The mechanism of these reactions is discussed. (C) 1997 Published by Elsevier Science Ltd.